Tag: M.W:100-200

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 23628-31-1, name is 6-Aminopicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 23628-31-1

(3) Ethyl 6-aminopyridine-2-carboxylate 6-Aminopyridine-2-carboxylic acid (5.1 g) was dissolved in ethanol (100 mL). Concentrated sulfuric acid (4 mL) was added and the mixture was heated under reflux for 23 hours. The reaction mixture was cooled to room temperature, and then the solvent was evaporated under reduced pressure. Water was added to the residue, followed by neutralization with a saturated sodium bicarbonate solution under ice-cooling. The reaction mixture was extracted with chloroform twice. The organic layers were washed with a saturated sodium chloride solution and dried over magnesium sulfate. The drying agent was removed by filtration and then the solvent was evaporated under reduced pressure. The title compound (4.75 g) was obtained as a residue. 1H-NMR (400 MHz, CDCl3) delta(ppm): 1.41 (t, J=7.2 Hz, 3H), 4.43 (q, J=7.2 Hz, 2H), 4.68 (br s, 2H), 6.65 (dd, J=1.2 Hz, 8.0 Hz, 1H), 7.47 (dd, J=1.2 Hz, 7.2 Hz, 1H), 7.53 (dd, J=7.2 Hz, 8.0 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 23628-31-1.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2017275; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 38186-85-5, name is 2-Bromo-5-fluoro-3-methylpyridine. A new synthetic method of this compound is introduced below., COA of Formula: C6H5BrFN

a) 5-Fluoro-3-methyl-pyridine-2-carboxylic acid methyl ester To a solution of 2-bromo-5-fluoro-3-methyl-pyridine (4.90 g) in AcOEt (100 ml) and MeOH (10 ml) was subsequently added NEt3 (5.4 ml) and 1,1′-bis(diphenylphosphino) ferrocene-palladium(II)dichloride dichloromethane adduct (490 mg) and the mixture was carbonylated at 100 bar CO and 110 C. for 20 h. The mixture was evaporated and the residue purified by chromatography on silica gel using n-heptane/AcOEt (7:1) to give the title compound (3.44 g) as a pale red solid. MS: m/z=170.1 [M+H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 38186-85-5, 2-Bromo-5-fluoro-3-methylpyridine.

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Humm, Roland; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Power, Eoin; Rogers-Evans, Mark; Rombach, Didier; Woltering, Thomas; Wostl, Wolfgang; US2011/312937; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1033810-70-6, [1,2,4]Triazolo[1,5-a]pyridin-7-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 1033810-70-6, blongs to pyridine-derivatives compound. Recommanded Product: 1033810-70-6

The mixture of l-fluoro-2-methyl-4-nitrobenzene (96 mg, 0.617 mmol), [l,2,4]triazolo[l,5-a]pyridin-7-ol (100 mg, 0.740 mmol) aid cesium carbonate (482 mg, 1.48 mmol) in dimethyl sulfoxide (2.5 ml) was stirred at 80 C for 3 hr. The resulting mixture was poured into ice water and the precipitate was filtered and dried using blowing nitrogen gas to give 4-([l,2,4]triazolo[l,5-a]pyridin-7-yloxy)-3-methylaniline as a brown solid (145 mg, 87 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1033810-70-6, [1,2,4]Triazolo[1,5-a]pyridin-7-ol, and friends who are interested can also refer to it.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; JANG, Jaebong; JANNE, Pasi; SON, Jieun; (116 pag.)WO2019/241715; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 709652-82-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 709652-82-4, name is 2-Amino-5-bromonicotinonitrile. A new synthetic method of this compound is introduced below.

In a vial was placed 2-amino-5-bromo-pyridine-3-carbonitrile (150 mg, 0.758 mmol), 4,4,5,5- tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane (288 mg, 1.14 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (11.7 mg, 0.015 mmol), and potassium acetate (149 mg, 0.515 mmol. Degassed ACN (9.5 mL) was added, and the reaction mixture was vacuum purged and back-filled with N2 (3X). The vial was capped, and the reaction mixture was microwaved at 150C for 30 min and then cooled to room temperature. To the reaction mixture was then added (5R,8S)- 8-(2-chloropyrimidin-4-yl)-3-(2,6-difluorophenyl)-9,9-dimethyl-5,6,7,8-tetrahydro-5,8-methanocinnoline (201 mg, 0.504 mmol), sodium carbonate (137 mg, 1.29 mmol), potassium acetate (74.3 mg, 0.757 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (11.7 mg, 0.015 mmol), and water (3.8 mL). The vial was recapped, and the reaction mixture was microwaved at 120C for 30 min and then filtered through a pad of Celite to rid Pd solid. The Celite pad was rinsed well with iPrOAc, and the filtrate was diluted with iPrOAc. The biphasic solution was separated. The organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography eluted with methanol/isopropyl acetate followed by reverse phase prep-HPLC to give 120.4 mg of the title compound as a white solid. 1H NMR (DMSO- d6, 400 MHz): delta 9.21 (d, J = 2.3 Hz, 1H), 8.89 (d, J = 5.2 Hz, 1H), 8.69 (d, J = 2.3 Hz, 1H), 7.83 (s, 1H), 7.69- 7.57 (m, 2H), 7.47 (s, 2H), 7.35- 7.26 (m, 2H), 3.38- 3.23 (m, 2H), 2.49- 2.41 (m, 1H), 1.65- 1.56 (m, 1H), 1.33- 1.24 (m, 1H), 1.11 (s, 3H), 0.74 (s, 3H); LCMS ES+ 482.1 [M+1]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,709652-82-4, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BRONNER, Sarah M.; CRAWFORD, James J.; CRIDLAND, Andrew; CYR, Patrick; FAUBER, Benjamin; GANCIA, Emanuela; GOBBI, Alberto; HURLEY, Christopher; KILLEN, Jonathan; LEE, Wendy; RENE, Olivier; VAN NIEL, Monique Bodil; WARD, Stuart; WINSHIP, Paul; ZBIEG, Jason; (439 pag.)WO2018/83105; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine. A new synthetic method of this compound is introduced below., Computed Properties of C6H6N2O3

A 100-mL round- bottomed flask open to air was charged with (4-nitropyridin-2-yl)methanol (1.03 g, 6.69 mmol), EtOH (17 mL), and EtONa (1.73 g, 25.4 mmol, 3.8 equiv). The vessel was fitted with a reflux condenser and heated to reflux. After 15 h, more EtONa (2.52 g, 37.0 mmol, 5.5 equiv) was added, and the reaction mixture was let stir at reflux. After 3 h, the reaction mixture was cooled to 23 C and neutralized with aqueous 4.0 M HCI. The mixture was concentrated in vacuo to remove organic solvent and then dissolved in saturated aqueous NaHCOa. The resulting aqueous layer was extracted with CH2CI2 (3 c 30 mL) using a separatory funnel. The combined organic layers were dried over anhydrous Na2S04, filtered, and concentrated in vacuo to afford (4-ethoxypyridin-2~yl)methanol (1.03 g, quantitative yield) as a red solid which was pure by 1H NMR.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 98197-88-7, 2-(Hydroxymethyl)-4-nitropyridine.

Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; KOIDE, Kazunori; BEIN, Kiflai; BRESSIN, Robert, Kruger; BURROWS, James, Proviano; GAMBINO, Adriana; LEIKAUF, George, D.; PHAM, Dianne; (80 pag.)WO2020/27905; (2020); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 52559-11-2, name is Pyridine-2,3,4-triamine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

2-(4-Nitro-phenyl)-3H-imidazo[4,5-c]pyridine-6-ylamine (8): 2,4,5 Triaminopyridine (6, 0.660 g, 5.32 mmol), p-nitro benzoic acid (7, 0.888 mg 5.32 mmol) was taken in PPA (30 g) and heated at 180 C. for 7 h. The reaction mixture was cooled to room temperature and poured on to crushed ice. The excess PPA was neutralized carefully by addition of solid K2CO3 portion wise (caution) till effervescence ceased. The brownish green precipitate was filtered and washed with water and dried. The solid was taken in (CH2Cl2: MeOH:THF:NH4OH 50:30:17:3) mixture and filtered (repeated the process 3-4 times). The solvents were removed and the nitro amine precipitated with EtOAc to give 8 (0.575 g, 56%). 1H NMR (DMSO-d6; 500 MHz): delta11.10 (1H, brs), 8.77 (1H, s), 8.45-8.25 (4H m), 6.50 (1H, s), 5.67 (2H, brs); EIMS m/z: 256.4 (M+1) and 290 (M+Cl-);

With the rapid development of chemical substances, we look forward to future research findings about 52559-11-2.

Reference:
Patent; Sircar, Jagadish C.; Thomas, Richard J.; Richards, Mark L.; Sinha, Anjana; US2004/116466; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1072-98-6, name is 2-Amino-5-chloropyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H5ClN2

A mixture of A-1 (4.50 g, 35.00 mmol) and 2-chloroacetaldehyde (10.30 g, 52.50 mmol, 8.45 mL) in EtOH (50.00 mL) and H20 (10 mL) was stirred at 80 C for 16 hours The mixture was concentrated to a residue that was diluted with 0 (100 mL) and extracted with EtOAc (150 mL x 2). The combined organic phase was washed with water (50 mL x 2) and brine (20 mL), dried over Na2S04, filtered and concentrated to afford A-2 (5.10 g, 33.43 mmol) as a solid. H NMR (400 MHz, CDC13) deltaEta 8.18 (d, 1H), 7.65 (s, 1H), 7.59 – 7.50 (m, 2H), 7.12 (dd, 1H).

The synthetic route of 1072-98-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew Mark; MARRON, Brian Edward; (168 pag.)WO2018/98500; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. category: pyridine-derivatives

General procedure: 7-Azaindole derivatives (4.2 mmol) were added to a stirredsuspension of AlCl3 (21.0 mmol, 2.80 g) in DCM (40 mL) placed at icebath. After the mixture was stirred at room temperature for 0.5 h,acetyl chloride (21.0 mmol, 1.49 mL) was added dropwise and theresulting mixture was reacted for 12 h at room temperature. MeOH(20 mL) was added cautiously to quench the reaction, the solventswere removed under reduced vacuum. Then the residue was dissolvedin 40 mL water,1N NaOH (aq) was added to adjust the pH upto 5, and extracted with ethyl acetate (15mL 3). The combinedorganic phase was dried over anhydride sodium sulfate andconcentrated under reduced vacuum. The residue was further purifiedby column chromatography on silica gel using PE/EA as eluentto afford the corresponding acylated product

With the rapid development of chemical substances, we look forward to future research findings about 824-51-1.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 130473-26-6, Adding some certain compound to certain chemical reactions, such as: 130473-26-6, name is 1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde,molecular formula is C8H6N2O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 130473-26-6.

C174 (500 mg, 3.42 mmol) is dissolved in 1.5 mL formic acid. The solution is cooled to in an ice bath, 30% aqueous hydrogen peroxide (722 RL, 6.8 mmol) is added drop-wise, and the reaction is stirred 1 h in an ice bath, and allowed to stand overnight at 5C. The mixture is diluted with water, the solid is collected, washed with water and is dried to give 522 mg of an off-white solid. The formate salt is added to 7 mL water, 3 mL 2N NAOH is added, and the pH is adjusted to 3 with 5% aqueous HC1. The precipitate is collected and is dried to afford 1H-pyrrolo [2,3-c] pyridine-5- carboxylic acid (C176 (67% yield). HRMS (FAB) calculated for CGH6N202+H : 163.0508, found 163.0507 (M+H) +.

According to the analysis of related databases, 130473-26-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/39815; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 102645-33-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.102645-33-0, name is 2,5-Dichloroisonicotinaldehyde, molecular formula is C6H3Cl2NO, molecular weight is 176, as common compound, the synthetic route is as follows.

To a solution of 2,5-dichloropyridine-4-carbaldehyde (2.75 g, 15.62 mmol) in DMSO (63 mL) was added /V-methyl-O-phenylenediamine (1.91 g, 15.62 mmol) and the mixture stirred at ambient temperature for 5 mins. Sulfur (500 mg, 15.62 mmol) was added and the mixture warmed to 60 C and allowed to stir for 2.5 hrs. The reaction was then cooled to R.T. and added to a bi-phasic stirred solution of DCM and water (200 mL ea). The resulting emulsion was extracted with DCM (3 x 100 mL) and the combined organics were washed with water (3 x 100 mL), dried over MgS04, filtered and stripped to a crude red gum which was purified by Biotage flash chromatography (45 M loaded with DCM, eluting with EtOAc / heptane 5-30 % over 10 CV, then holding for 5 CV) to afford the title compound (3.22 g, 74 %) as a pale orange solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.72 (s, 3 H) 7.26 – 7.35 (m, 1 H) 7.35 – 7.44 (m, 1 H) 7.69 (d, J=8.1 Hz, 1 H) 7.74 (d, J=8.1 Hz, 1 H) 7.95 (s, 1 H) 8.78 (s, 1 H). m/z (APCI+) for Ci3H9N3Cl2 278.05 / 280.00 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 102645-33-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; NAIR, Sajiv Krishnan; PLANKEN, Simon Paul; PLEWE, Michael Bruno; VERNIER, William Francois; YANG, Yi; ZHU, Huichun; WO2011/27249; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem